Literature DB >> 12000299

Synthesis of the C(1)-C(18) segment of lophotoxin and pukalide. Control of 2-alkenylfuran (E/Z)-configuration.

Peter Wipf1, Michael J Soth.   

Abstract

[reaction: see text] The convergent synthesis of the fully functionalized C(1)-C(18) segment 24 of the furanocembranes lophotoxin and pukalide was accomplished in 11 steps and 10% overall yield. The key step was a stereoselective conversion of alkynoate 21 to trimethylsilyl 2-alkenylfuran 22.

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Year:  2002        PMID： 12000299     DOI： 10.1021/ol025861m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  2 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  A strategy toward the synthesis of C13-oxidized cembrenolides.

Authors:  Alec Saitman; Steven D E Sullivan; Emmanuel A Theodorakis
Journal:  Tetrahedron Lett       Date:  2013-03-20       Impact factor: 2.415
  2 in total

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